Perflubron

Perflubron
Clinical data
ATC code	V08CX01 (WHO) ;
Identifiers
	IUPAC name 1-Bromo-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane;
CAS Number	423-55-2;
PubChem CID	9873;
ChemSpider	9489;
UNII	Q1D0Q7R4D9;
ChEMBL	ChEMBL1200866;
CompTox Dashboard (EPA)	DTXSID5046560 ;
ECHA InfoCard	100.006.391
Chemical and physical data
Formula	C8BrF17
Molar mass	498.96 g/mol g·mol−1
3D model (JSmol)	Interactive image;
Density	1.93 g/cm3
Melting point	6 °C (43 °F)
Boiling point	142 °C (288 °F)
	SMILES FC(F)(C(F)(F)C(Br)(F)F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F;
	InChI InChI=1S/C8BrF17/c9-7(22,23)5(18,19)3(14,15)1(10,11)2(12,13)4(16,17)6(20,21)8(24,25)26; Key:WTWWXOGTJWMJHI-UHFFFAOYSA-N;

Perflubron (INN/USAN, or perfluorooctyl bromide; brand name Imagent) is a contrast medium for magnetic resonance imaging, computer tomography and sonography.[1] It was approved for this use in the United States by the Food and Drug Administration in 1993.[2]

Experimental research

Perflubron has also been tested experimentally for use in liquid breathing in premature infants with respiratory distress.[3][4]

This molecular model of Perflubron is color-coded by electron density to illustrate the positive polarisation of the large bromine atom by the inductively electron-withdrawing perfluorooctyl chain.

References

Mattrey, R. F. (1989). "Perfluorooctylbromide: A new contrast agent for CT, sonography, and MR imaging". AJR. American Journal of Roentgenology. 152 (2): 247–252. doi:10.2214/ajr.152.2.247. PMID 2643258.
FDA Approved Drug Products
Wolfson, M. R.; Kechner, N. E.; Roache, R. F.; Dechadarevian, J. P.; Friss, H. E.; Rubenstein, S. D.; Shaffer, T. H. (1998). "Perfluorochemical rescue after surfactant treatment: Effect of perflubron dose and ventilatory frequency". Journal of Applied Physiology. 84 (2): 624–640. doi:10.1152/jappl.1998.84.2.624. PMID 9475875.
Leach, C. L.; Greenspan, J. S.; Rubenstein, S. D.; Shaffer, T. H.; Wolfson, M. R.; Jackson, J. C.; Delemos, R.; Fuhrman, B. P. (1996). "Partial Liquid Ventilation with Perflubron in Premature Infants with Severe Respiratory Distress Syndrome". New England Journal of Medicine. 335 (11): 761–767. doi:10.1056/NEJM199609123351101. PMID 8778584.

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[1] Mattrey, R. F. (1989). "Perfluorooctylbromide: A new contrast agent for CT, sonography, and MR imaging". AJR. American Journal of Roentgenology. 152 (2): 247–252. doi:10.2214/ajr.152.2.247. PMID 2643258.

[2] FDA Approved Drug Products

[3] Wolfson, M. R.; Kechner, N. E.; Roache, R. F.; Dechadarevian, J. P.; Friss, H. E.; Rubenstein, S. D.; Shaffer, T. H. (1998). "Perfluorochemical rescue after surfactant treatment: Effect of perflubron dose and ventilatory frequency". Journal of Applied Physiology. 84 (2): 624–640. doi:10.1152/jappl.1998.84.2.624. PMID 9475875.

[4] Leach, C. L.; Greenspan, J. S.; Rubenstein, S. D.; Shaffer, T. H.; Wolfson, M. R.; Jackson, J. C.; Delemos, R.; Fuhrman, B. P. (1996). "Partial Liquid Ventilation with Perflubron in Premature Infants with Severe Respiratory Distress Syndrome". New England Journal of Medicine. 335 (11): 761–767. doi:10.1056/NEJM199609123351101. PMID 8778584.